Photochemical generation of oxa-dibenzocyclooctyne (ODIBO) for metal-free click ligations
Photochemical generation of oxa-dibenzocyclooctyne (ODIBO) for metal-free click ligations
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DOI：
10.1039/c2ob26581h
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发表时间：
2012-01-01
影响因子：
3.2
通讯作者：
Popik, Vladimir V.
中科院分区：
文献类型：
--
作者：
McNitt, Christopher D.;Popik, Vladimir V.
OXA-二苯并环辛酮(ODIBO，2a-c)是由相应的环丙烯类化合物(光致ODIBO，1a-c)通过光化学脱羰制得的。光催化的ODIBO不与叠氮化合物反应，但它是活性最强的环辛炔之一，在水溶液中的环加成反应速率大于45M-1 S(-1)。ODIBO在常温下稳定，对硫醇的反应活性较低。光致ODIBO在160摄氏度的高温下仍能存活，并且不与硫醇反应。
Oxa-dibenzocyclooctynes (ODIBO, 2a-c) are prepared by photochemical decarbonylation of corresponding cyclopropenones (photo-ODIBO, 1a-c). While photo-ODIBO does not react with azides, ODIBO is one of the most reactive cyclooctynes exhibiting rates of cycloaddition over 45 M-1 s(-1) in aqueous solutions. ODIBO is stable under ambient conditions and has low reactivity towards thiols. Photo-ODIBO survives heating up to 160 degrees C and does not react with thiols.